data_8LQ # _chem_comp.id 8LQ _chem_comp.name "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] (3~{S})-3-oxidanylbutanoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H20 N5 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-09 _chem_comp.pdbx_modified_date 2019-08-23 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 433.310 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8LQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5N45 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 8LQ N9 N1 N 0 1 Y N N -14.932 -39.978 9.289 -3.356 0.331 -0.081 N9 8LQ 1 8LQ C8 C1 C 0 1 Y N N -16.247 -39.963 9.018 -3.009 1.168 -1.099 C8 8LQ 2 8LQ N7 N2 N 0 1 Y N N -16.919 -40.049 10.161 -3.958 2.033 -1.307 N7 8LQ 3 8LQ C5 C2 C 0 1 Y N N -16.020 -40.143 11.155 -4.972 1.808 -0.438 C5 8LQ 4 8LQ C6 C3 C 0 1 Y N N -16.127 -40.199 12.501 -6.221 2.406 -0.199 C6 8LQ 5 8LQ N6 N3 N 0 1 N N N -17.338 -40.231 13.035 -6.644 3.487 -0.953 N6 8LQ 6 8LQ N1 N4 N 0 1 Y N N -15.043 -40.261 13.298 -6.987 1.909 0.767 N1 8LQ 7 8LQ C2 C4 C 0 1 Y N N -13.759 -40.228 12.749 -6.592 0.878 1.491 C2 8LQ 8 8LQ N3 N5 N 0 1 Y N N -13.671 -40.096 11.371 -5.431 0.286 1.303 N3 8LQ 9 8LQ C4 C5 C 0 1 Y N N -14.789 -40.090 10.607 -4.598 0.713 0.360 C4 8LQ 10 8LQ CAA C6 C 0 1 N N N -21.002 -39.386 4.849 8.213 2.678 1.438 CAA 8LQ 11 8LQ CAZ C7 C 0 1 N N S -20.543 -39.402 6.331 7.392 1.775 0.516 CAZ 8LQ 12 8LQ OAE O1 O 0 1 N N N -20.534 -38.073 6.844 7.241 2.405 -0.757 OAE 8LQ 13 8LQ CAL C8 C 0 1 N N N -19.135 -40.004 6.506 6.013 1.534 1.133 CAL 8LQ 14 8LQ CAS C9 C 0 1 N N N -18.114 -39.265 5.631 5.250 0.547 0.288 CAS 8LQ 15 8LQ OAC O2 O 0 1 N N N -17.674 -38.176 5.988 5.757 0.084 -0.706 OAC 8LQ 16 8LQ OAQ O3 O 0 1 N N N -17.822 -39.872 4.424 4.006 0.183 0.639 OAQ 8LQ 17 8LQ PBC P1 P 0 1 N N N -16.588 -39.434 3.505 3.258 -0.875 -0.315 PBC 8LQ 18 8LQ OAH O4 O 0 1 N N N -16.929 -37.948 3.061 4.037 -2.283 -0.271 OAH 8LQ 19 8LQ OAD O5 O 0 1 N N N -16.361 -40.335 2.361 3.243 -0.363 -1.704 OAD 8LQ 20 8LQ "O5'" O6 O 0 1 N N N -15.344 -39.475 4.478 1.745 -1.082 0.196 "O5'" 8LQ 21 8LQ "C5'" C10 C 0 1 N N N -15.126 -40.693 5.187 0.790 -1.883 -0.504 "C5'" 8LQ 22 8LQ "C4'" C11 C 0 1 N N R -13.928 -40.543 6.089 -0.541 -1.865 0.251 "C4'" 8LQ 23 8LQ "O4'" O7 O 0 1 N N N -14.167 -39.462 7.030 -1.153 -0.560 0.160 "O4'" 8LQ 24 8LQ "C3'" C12 C 0 1 N N S -13.843 -41.763 6.903 -1.551 -2.823 -0.418 "C3'" 8LQ 25 8LQ "O3'" O8 O 0 1 N N N -13.102 -42.794 6.191 -1.590 -4.072 0.274 "O3'" 8LQ 26 8LQ "C2'" C13 C 0 1 N N R -13.095 -41.240 8.131 -2.905 -2.090 -0.289 "C2'" 8LQ 27 8LQ "O2'" O9 O 0 1 N N N -11.657 -41.024 7.841 -3.822 -2.865 0.487 "O2'" 8LQ 28 8LQ "C1'" C14 C 0 1 N N R -13.775 -39.906 8.337 -2.553 -0.776 0.444 "C1'" 8LQ 29 8LQ H1 H1 H 0 1 N N N -16.686 -39.893 8.034 -2.082 1.120 -1.652 H1 8LQ 30 8LQ H2 H2 H 0 1 N N N -17.262 -40.302 14.030 -6.076 3.840 -1.655 H2 8LQ 31 8LQ H3 H3 H 0 1 N N N -17.829 -39.393 12.797 -7.509 3.891 -0.779 H3 8LQ 32 8LQ H4 H4 H 0 1 N N N -12.877 -40.302 13.368 -7.246 0.506 2.266 H4 8LQ 33 8LQ H5 H5 H 0 1 N N N -22.009 -38.948 4.781 8.328 2.198 2.410 H5 8LQ 34 8LQ H6 H6 H 0 1 N N N -20.300 -38.784 4.254 9.196 2.850 0.999 H6 8LQ 35 8LQ H7 H7 H 0 1 N N N -21.023 -40.415 4.461 7.700 3.632 1.563 H7 8LQ 36 8LQ H8 H8 H 0 1 N N N -21.254 -40.017 6.902 7.906 0.821 0.391 H8 8LQ 37 8LQ H9 H9 H 0 1 N N N -19.667 -37.699 6.741 6.791 3.260 -0.722 H9 8LQ 38 8LQ H10 H10 H 0 1 N N N -19.158 -41.065 6.216 6.130 1.135 2.141 H10 8LQ 39 8LQ H11 H11 H 0 1 N N N -18.835 -39.919 7.561 5.465 2.476 1.176 H11 8LQ 40 8LQ H12 H12 H 0 1 N N N -16.928 -37.892 2.113 4.085 -2.678 0.611 H12 8LQ 41 8LQ H13 H13 H 0 1 N N N -16.014 -40.928 5.793 0.644 -1.481 -1.507 H13 8LQ 42 8LQ H14 H14 H 0 1 N N N -14.945 -41.507 4.470 1.155 -2.907 -0.572 H14 8LQ 43 8LQ H15 H15 H 0 1 N N N -13.011 -40.382 5.504 -0.388 -2.142 1.294 H15 8LQ 44 8LQ H16 H16 H 0 1 N N N -14.844 -42.117 7.190 -1.298 -2.974 -1.467 H16 8LQ 45 8LQ H17 H17 H 0 1 N N N -13.054 -43.577 6.727 -2.209 -4.712 -0.104 H17 8LQ 46 8LQ H18 H18 H 0 1 N N N -13.242 -41.903 8.996 -3.321 -1.878 -1.274 H18 8LQ 47 8LQ H19 H19 H 0 1 N N N -11.221 -40.700 8.621 -4.032 -3.727 0.103 H19 8LQ 48 8LQ H20 H20 H 0 1 N N N -13.034 -39.205 8.748 -2.710 -0.885 1.516 H20 8LQ 49 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 8LQ OAD PBC DOUB N N 1 8LQ OAH PBC SING N N 2 8LQ PBC OAQ SING N N 3 8LQ PBC "O5'" SING N N 4 8LQ OAQ CAS SING N N 5 8LQ "O5'" "C5'" SING N N 6 8LQ CAA CAZ SING N N 7 8LQ "C5'" "C4'" SING N N 8 8LQ CAS OAC DOUB N N 9 8LQ CAS CAL SING N N 10 8LQ "C4'" "C3'" SING N N 11 8LQ "C4'" "O4'" SING N N 12 8LQ "O3'" "C3'" SING N N 13 8LQ CAZ CAL SING N N 14 8LQ CAZ OAE SING N N 15 8LQ "C3'" "C2'" SING N N 16 8LQ "O4'" "C1'" SING N N 17 8LQ "O2'" "C2'" SING N N 18 8LQ "C2'" "C1'" SING N N 19 8LQ "C1'" N9 SING N N 20 8LQ C8 N9 SING Y N 21 8LQ C8 N7 DOUB Y N 22 8LQ N9 C4 SING Y N 23 8LQ N7 C5 SING Y N 24 8LQ C4 C5 DOUB Y N 25 8LQ C4 N3 SING Y N 26 8LQ C5 C6 SING Y N 27 8LQ N3 C2 DOUB Y N 28 8LQ C6 N6 SING N N 29 8LQ C6 N1 DOUB Y N 30 8LQ C2 N1 SING Y N 31 8LQ C8 H1 SING N N 32 8LQ N6 H2 SING N N 33 8LQ N6 H3 SING N N 34 8LQ C2 H4 SING N N 35 8LQ CAA H5 SING N N 36 8LQ CAA H6 SING N N 37 8LQ CAA H7 SING N N 38 8LQ CAZ H8 SING N N 39 8LQ OAE H9 SING N N 40 8LQ CAL H10 SING N N 41 8LQ CAL H11 SING N N 42 8LQ OAH H12 SING N N 43 8LQ "C5'" H13 SING N N 44 8LQ "C5'" H14 SING N N 45 8LQ "C4'" H15 SING N N 46 8LQ "C3'" H16 SING N N 47 8LQ "O3'" H17 SING N N 48 8LQ "C2'" H18 SING N N 49 8LQ "O2'" H19 SING N N 50 8LQ "C1'" H20 SING N N 51 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 8LQ InChI InChI 1.03 "InChI=1S/C14H20N5O9P/c1-6(20)2-8(21)28-29(24,25)26-3-7-10(22)11(23)14(27-7)19-5-18-9-12(15)16-4-17-13(9)19/h4-7,10-11,14,20,22-23H,2-3H2,1H3,(H,24,25)(H2,15,16,17)/t6-,7+,10+,11+,14+/m0/s1" 8LQ InChIKey InChI 1.03 ZNHASVNGLACCHV-LTOLZBHSSA-N 8LQ SMILES_CANONICAL CACTVS 3.385 "C[C@H](O)CC(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" 8LQ SMILES CACTVS 3.385 "C[CH](O)CC(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" 8LQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](CC(=O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)O" 8LQ SMILES "OpenEye OEToolkits" 2.0.6 "CC(CC(=O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O)O" # _pdbx_chem_comp_identifier.comp_id 8LQ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] (3~{S})-3-oxidanylbutanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8LQ "Create component" 2017-02-09 EBI 8LQ "Initial release" 2019-08-28 RCSB ##